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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.
One of the most popular communities provided by Michael Graf
511
# of Listings
2
Avg # of Bedrooms
$856
Avg. $ / Sq.Ft.
$1,506,912
Med. List Price

Browse Long Boat Key Real Estate Listings

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511 Properties Found. Page 28 of 35.

Nestled on the tranquil waterfront of Longboat Key, this stunning residence offers the ultimate coastal lifestyle. With direct water access and a private dock, boating and jet skiing are right at your doorstep. Two floating jet ski docks can also accommodate dinghies, making this property a boater’s dream. The home is ideally situated beside the golf course, blending serene water views with lush fairways. Inside, hurricane-rated doors provide peace of mind during storm season. This rare combination of water, golf, and security makes 2254 Harbour Court Dr a truly exceptional Florida retreat.
#A4667429

LONGBOAT KEY

2254 HARBOUR COURT DRIVE

3 Beds

3 Baths

3,101 Sq.Ft.

$11,500

MLS#: A4667429

Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2 BA condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private bath with Gulf view. Guest room offers twin sleeping arrangements with private entrance to bath. For your comfort, there's flat screen TV's, wireless internet and in-unit washer and dryer. Amenities abound at Beachplace including a junior-sized Olympic pool, kiddie pool, spa, tennis courts, grilling areas, clubhouse, and fitness center. Walkers or joggers will love the lush landscaping and extensive (1450 lineal feet) private beach. St. Armand's Circle's shops and restaurants is less than a 5 minute drive and downtown Sarasota with its arts and culture is less than a 15 minute drive. If you simply want to relax, beach umbrellas and chairs are laid out daily for your relaxation. Simply enjoy! No pets or smoking allowed.Booked Jan- Apr, 2026. Available June, August, September, October and December, 2026.
#A4161743

LONGBOAT KEY

1135 GULF OF MEXICO DRIVE 504

2 Beds

2 Baths

1,503 Sq.Ft.

$11,400

MLS#: A4161743

Available May-rest of 2025. Booked for Season 2026 February 1st to April 30th. Direct Beachfront, Longboat Key remodeled 2/2 Condo in Beachplace. Beautiful Beachplace is a gated community located on the southern end of Longboat Key, FL. Our unit is located in building nine, 4th floor, with a green belt area just to the north, the beach to the west, tennis courts to the East and few steps to the pool/library,rec and workout room. It is one of four premium buildings, directly on the Gulf of Mexico! This 2 bedroom/2 bath unit sleeps 4 in old-style Florida comfort. This well stocked condominium assures you a most leisurely and comfy vacation from it's roomy beds to its well appointed kitchen. This unit has cable and wifi internet. This is a 2 bedroom 2 bath condominium of which you will occupy alone. We are a management company here in Sarasota and can handle any issues that may arise. This beachfront condo is on the south end of Longboat Key, which is a lush gorgeous part of Sarasota with a lot of restaurants and shopping nearby. A car is recommended. There are (1) assigned parking spaces for this condo. This unit can only be booked by the month 1st thru 31st, although 2 week increments may be considered in off season by management (June thru October). If owner chooses to forfeit 2 weeks income and allow less than 30 days, the daily rate will increase. Please ask Precise Realty Corp for your personalized quote. 50% of Total Rental amount is due upon booking the reservation, and the balance due 90 days prior to the arrival date. There is a 12% Tax, Cleaning Fee of $250.00, and Beachplace Application Fee of $165.00. Please note that Beachplace allows construction/remodeling during off season, roughly May - December as is the policy at many condominiums in Florida. This is reflected in the rent. CANCELLATION: In the event the Tenant cancels the reservation, they are responsible for the entire amount of the rent and tax. If the Landlord is able to re-lease the premises for the entire time frame of the Guest License Agreement, they will refund Tenant’s money, minus 18% of the rental amount for processing fees.
#A4604480

LONGBOAT KEY

1045 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,392 Sq.Ft.

$11,250

MLS#: A4604480

Unique 3 bedrooms and 3 bathrooms property in Longboat Key ready for immediate occupancy, all repairs are done. Bay Isles community has a lot to offer to prospective long term renters. Set in The Bayou behind 2 security gates. House was remodeled in the last couple of years. Fully furnished with contemporary decoration and furniture. Kitchen equipped with high end stainless steel appliances and and outside gas BBQ. Beautiful, heated, salt water lagoon style lap pool is ready for year around use and enjoyment. Tenants will have access to the amazing Bay Isles private beach club.
#A4607835

LONGBOAT KEY

3210 BAYOU SOUND

3 Beds

3 Baths

3,171 Sq.Ft.

$11,250

MLS#: A4607835

**This is a 2 month minimum vacation rental** Welcome to 3390 Bayou Sound, located within the exclusive, gated community of Bay Isles on picturesque Longboat Key. This prime location offers access to world-renowned beaches, a marina, golf courses, biking trails, and tennis facilities. Nestled on an oversized, beautifully landscaped corner lot in the Bayou section of Bay Isles, this remodeled and meticulously maintained pool home boasts nearly 3,000 square feet of living space—including 2,021 square feet on the main level and an additional 942 square feet on the walk-out lower level. As you approach the property, you’ll notice the gentle slope of the lot from the street up to the main entrance, framed by lush palms, mature oaks, and banyan trees. The double-door entry opens to an inviting, open-concept great room that seamlessly connects to a spacious outdoor deck overlooking the backyard and pool area below. The updated, modern kitchen features custom cabinetry, stainless steel appliances, a built-in double oven, and a six-burner Viking gas cooktop—perfect for entertaining. Also on the main level are three bedrooms, including two guest rooms and a full guest bathroom. The expansive master suite offers a large walk-in closet and a well-appointed en-suite bathroom. The lower level, with its wall of sliding glass doors, opens directly to the screened pool deck and a 40-foot pool equipped with a new pump. This level also includes a full bathroom and laundry area. The two-car tuck-under garage offers ample storage space and a small workshop area. As a resident of Bay Isles, you’ll enjoy access to the Private Bay Isles Beach Club, located at 2111 Gulf of Mexico Drive, just across from the community. The club features a pristine stretch of beach, picnic tables, tiki huts, barbecue grills, an ice machine, and storage bins for beach gear. A key fob, included with the rental, is required for access. More information can be found on the Bay Isles website. The base rent for January through April is 11,000 and off months is 9,000
#A4665246

LONGBOAT KEY

3390 BAYOU SOUND

3 Beds

3 Baths

2,772 Sq.Ft.

$11,000

MLS#: A4665246

This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features an expansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove that accommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the serene garden views from your enclosed lanai from either the family room or the master suite. An additional outdoor deck from the front of the condo allows for outdoor lounging, sunbathing or dining while being able to experience some of the most amazing sunset views. This gulf to bay community is full of lush, mature landscaping and offers private beach access across the street. The amenities feature a junior Olympic-sized heated pool, four Har-tru tennis courts, fitness center, fishing pier, kayak storage, clubhouse with active social calendar, and more. Just minutes away from shopping, dining, and entertainment in world famous St. Armand's Circle and downtown Sarasota. NOW AVAILABLE
#T3550537

LONGBOAT KEY

739 BAYPORT WAY 739

2 Beds

2 Baths

1,601 Sq.Ft.

$11,000

MLS#: T3550537

Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island’s most exclusive beachfront communities, this spacious two-bedroom, two-bathroom condo has been thoughtfully designed and professionally furnished to deliver a seamless blend of coastal elegance and everyday comfort. Sunlight floods the open-concept living and dining areas, where floor-to-ceiling sliders invite you to step outside and enjoy panoramic water views and soft Gulf breezes. The kitchen is outfitted with sleek countertops, high-end cabinetry, and modern stainless steel appliances, fully equipped for both everyday use and entertaining. Each bedroom serves as a luxurious private suite, complete with king-size beds, plush linens, and dedicated bathrooms. The primary suite offers a spa-style bath with a walk-in glass shower and designer finishes, creating the feel of a high-end hotel in the comfort of your own home. Enjoy morning coffee or sunset cocktails from either of the two private balconies, both offering spectacular water views and the serene ambiance of beachfront living. As a resident, you’ll have access to a suite of premier amenities, including private beach access with complimentary chairs and umbrellas, a heated pool and hot tub, lighted tennis courts, a state-of-the-art fitness center, BBQ grills with outdoor dining areas, and an air-conditioned clubhouse. The community is secured with a 24-hour guarded gate and offers concierge-like service for ultimate peace of mind. Ideally located walking distance to Longboat Key Club - just minutes from the upscale shopping, fine dining, and cultural experiences of St. Armands Circle and downtown Sarasota, and with easy access to Sarasota-Bradenton International Airport, this residence offers a rare opportunity to enjoy the very best of Longboat Key living—whether for the season or year-round. Luxury, privacy, and breathtaking views await.
#A4660546

LONGBOAT KEY

1000 LONGBOAT CLUB ROAD

2 Beds

2 Baths

1,409 Sq.Ft.

$11,000

MLS#: A4660546

Rented February and March 2026. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Annual rate. BEACHPLACE is one of Longboat Key's most popular vacation rental resorts on the Island. The condo views from this unit look onto the Gulf of Mexico and the well manicured grounds of the community. Relax on the lanai and take in the beautiful gulf views at sunset. The Large primary bedroom has a King bed and bathroom with a walk-in shower with his/her sinks and a separate seating area. A privacy door has been added from the Master bedroom to the en-suite bathroom. The unit comes with a large utility closet for ample storage and a stackable washer and dryer in the kitchen. Guest Bedroom has 2 twin beds and an adjoining bathroom. Amenities include a 24 hour manned guard gate, private beach access, Wi-Fi, lighted tennis courts, pickleball, heated pool and hot tub, two state of the art fitness centers, and BBQ gas grills by the pool. This condo comes with 2 parking spaces - one inside the building close to the elevator and the other outside. Minutes to St. Armand's Circle for first class shopping and dining. Off-season guests pay the monthly electric bill. Sorry, no pets or smoking permitted.
#A4480600

LONGBOAT KEY

1125 GULF OF MEXICO DRIVE 403

2 Beds

2 Baths

1,642 Sq.Ft.

$11,000

MLS#: A4480600

Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood cabinetry, topped with quartz counters, breakfast bar, massive butlers pantry, breakfast bar and an eat in space and stainless steel appliances. The flooring is all solid surface, either tile or wood so no carpeting. The main bedroom has his and her closets, ensuite bathroom with dual sinks, soaker tub, water closet and walk in shower. The screened in lanai has two levels and plenty of space for entertaining, and an outdoor kitchen. Just outside the gate is the Bay Isles Beach Club with beach access on the Gulf, BBQ grills and covered outdoor dining, and volleyball court. This amazing villa is available during high season (December thru April) at $10,995 per month, or off season (rest of the year) at $5,000 + tax. Now rented Jan thru March 2026. Call today to sign up for your time in paradise!
#A4648139

LONGBOAT KEY

2339 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,396 Sq.Ft.

$10,995

MLS#: A4648139

No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and you'll be walking on the fine sandy beach. Go for a swim in the heated pool or the invigorating Gulf waters. Close to St. Armand Circle and Downtown Sarasota. Enjoy the best that Longboat Key offers.
#A4621809

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 7F

2 Beds

2 Baths

1,513 Sq.Ft.

$10,500

MLS#: A4621809

STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a desk. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge with 27 acres of lush mature tropical landscaping. This gulf to bay community offers an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to the private beach on the Gulf of Mexico for a morning of beachcombing, surf casting or memorable sunsets. Just minutes to St. Armand's Circle which is well known for its world class shopping and dining. Cross over the Ringling Bridge to Downtown Sarasota where you will find additional dining, theater, opera, ballet, symphony, art galleries, the Van Wezel Performing Arts Hall, Selby Gardens and of course the Ringling Museum.
#TB8408216

LONGBOAT KEY

724 BAYPORT WAY 724

2 Beds

2 Baths

1,531 Sq.Ft.

$10,500

MLS#: TB8408216

**BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease APRIL 2026** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath penthouse condo is located directly on the beach, offering you breathtaking full views of the shimmering turquoise waters, sparkling sand, and those iconic Florida sunsets. This is the perfect opportunity to immerse yourself in the serenity of beachfront living during the best time of year. Imagine waking up each morning to the calming sound of waves and enjoying your morning coffee on the balcony as the sun rises over the Gulf. Step inside and be welcomed by the calm coastal colors and casual elegance that make this condo the ideal beach retreat. The community of Arbomar offers amenities that ensure your stay is as relaxing as possible. Take a dip in the heated community pool, stay active in the fitness room, or gather with friends in the community kitchen and lounge. Additional conveniences include climate-controlled storage lockers, a kayak rack, beach chair storage, and laundry rooms on each floor. With all-new Miami Dade certified high-impact windows, including turtle-tinted beachside windows to protect our local sea turtles, you can enjoy the view and feel secure. This spectacular Penthouse condo fresh on the market emphasizes the exclusivity and appeal of spending winter in a beachfront condo, encouraging potential renters to secure their spot for the popular January to March/April 2026 period as soon as possible!
#A4622055

LONGBOAT KEY

4485 GULF OF MEXICO DRIVE PH2

3 Beds

2 Baths

1,576 Sq.Ft.

$10,500

MLS#: A4622055

Experience the ultimate in coastal luxury with this exceptional residence on Longboat Key. Nestled along a canal with direct access to the Gulf, this expansive home is a dream for boating enthusiasts and those seeking a serene, upscale lifestyle. Key Features: -Prime Location: Situated on a canal with private dock and direct Gulf access—perfect for boating, fishing, or simply enjoying the coastal beauty. -Four-Car Garage: Ample space for vehicles, watercraft, and extra storage. -Gourmet Kitchen: A chef's dream, equipped with six gas burners, built-in griddle and grill, high-end appliances, and generous counter space for entertaining. -Custom Hand-Painted Interiors: Each room features stunning, one-of-a-kind murals created by local St. Petersburg artist Hahn, adding character and creativity to every space. -Elevator Access & Private Owner's Retreat: Effortlessly navigate the multi-level layout with a private elevator. The top level is reserved for the ultimate owner's retreat—featuring a lounge area, a modified kitchenette, and stunning his-and-hers walk-in closets for maximum comfort and privacy. Indoor-Outdoor Living: Balconies line the rear of the home, providing stunning views of the canal and pool—perfect for both entertaining and relaxation. This is an exceptional opportunity to live in one of Longboat Key's most sought-after residences. Enjoy unparalleled style, spacious living, and the convenience of water access, all within a tranquil, upscale environment.
#A4669779

LONGBOAT KEY

614 NORTON STREET

6 Beds

5 Baths

4,676 Sq.Ft.

$10,000

MLS#: A4669779

A rare chance to enjoy direct Gulf-front living in a fully furnished, seasonal rental. Available January through March 2026, this premium condo combines the ease of condo living with the comfort of spacious interiors. Wake up to sunrise views over the golf course from the bedrooms and close the day with sunset views over the Gulf from the living spaces. Primary bedroom features walk-in closets, and the open plan creates a seamless flow for entertaining or quiet evenings at home. As a resident, enjoy resort-style amenities: a heated beachfront pool and spa, fitness center, sauna, steam room, and 24/7 gated security. Water, cable, Wi-Fi, cleaning service, and parking are included, making your stay effortless. Behind the private gates of the Longboat Key Club, Longboat Key Towers offers a tranquil beachfront escape while keeping you close to everything that makes Sarasota special.
#A4674604

LONGBOAT KEY

601 LONGBOAT CLUB ROAD 902S

2 Beds

2 Baths

1,458 Sq.Ft.

$10,000

MLS#: A4674604

ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to private beach on the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE: July through December 2024 Please contact Agent for availability.
#T3492089

LONGBOAT KEY

741 BAYPORT WAY 741

2 Beds

2 Baths

1,426 Sq.Ft.

$10,000

MLS#: T3492089

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